US3255018A - Abhesive chewing gum, compositions and methods for preparing same - Google Patents

Abhesive chewing gum, compositions and methods for preparing same Download PDF

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Publication number
US3255018A
US3255018A US204638A US20463862A US3255018A US 3255018 A US3255018 A US 3255018A US 204638 A US204638 A US 204638A US 20463862 A US20463862 A US 20463862A US 3255018 A US3255018 A US 3255018A
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United States
Prior art keywords
tannic acid
gelatin
chewing gum
type
water
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Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Lifetime
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US204638A
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English (en)
Inventor
Arthur J Comollo
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WM Wrigley Jr Co
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WM Wrigley Jr Co
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Publication date
Priority to BE633960D priority Critical patent/BE633960A/xx
Application filed by WM Wrigley Jr Co filed Critical WM Wrigley Jr Co
Priority to US204638A priority patent/US3255018A/en
Priority to DE19631492236 priority patent/DE1492236A1/de
Priority to GB20841/63A priority patent/GB1025958A/en
Priority to CH775763A priority patent/CH440559A/fr
Priority to DK296363AA priority patent/DK107829C/da
Priority to LU43951D priority patent/LU43951A1/xx
Priority to SE06918/63A priority patent/SE327050B/xx
Application granted granted Critical
Publication of US3255018A publication Critical patent/US3255018A/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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Classifications

    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23GCOCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF
    • A23G4/00Chewing gum
    • A23G4/06Chewing gum characterised by the composition containing organic or inorganic compounds
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23GCOCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF
    • A23G4/00Chewing gum
    • A23G4/06Chewing gum characterised by the composition containing organic or inorganic compounds
    • A23G4/08Chewing gum characterised by the composition containing organic or inorganic compounds of the chewing gum base
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23GCOCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF
    • A23G4/00Chewing gum
    • A23G4/06Chewing gum characterised by the composition containing organic or inorganic compounds
    • A23G4/14Chewing gum characterised by the composition containing organic or inorganic compounds containing peptides or proteins

Definitions

  • tannic acid exhibits an outstanding ability to reduce adhesiveness of chewing gum towards dental prosthetic devices including synthetic dentures and teeth, particularly acrylic surfaces, as well as natural tooth surfaces in the mouth.
  • dental prosthetic devices including synthetic dentures and teeth, particularly acrylic surfaces, as well as natural tooth surfaces in the mouth.
  • ordinary chewing gum tends to adhere to dentures, fillings, and caps fabricated for example from polymethyl methacrylate
  • gum containing even a relatively small amount of tannic acid exhibits a remarkable lack of adhesion towards acrylic dental structures. This property will more particularly be referred to hereinafter under the term abherence or some form of that word.
  • tannic acid Although it is desirable to use pure tannic acid to produce chewing gum which will not adhere to acrylic surfaces in the mouth, other materials containing tannic acid or other types of water-soluble, hydrolyzable tannis may also be employed.
  • the dried and powdered extracts from chestnut (Castanea vesea), myrobalans-(Terminalia chebula), or an extract of the bark of the Douglas fir may be used in place of tannic acid in amounts commensurate with their active tannin content.
  • tannic acid and soluble tannins are employed, occasionally in an equivalent manner, but it should be noted that while soluble tannins may be satisfactorily used in the practice of the invention, pure tannic acid (gallotannin) is the agent of choice.
  • tannic acid is specifically mentioned, it should be borne in mind that the soluble, hydrolyzable tannins, and materials containing them may, by appropriate adjustment, as in proportions, be used in its place. Or mixtures of any of these effective agents may be employed.
  • Tannic acid is very soluble in water and is rapidly extracted from chewing gum during mastication, consequently the duration of its efficacy is limited.- It is desirable to extend this period of activity to cover the normal duration of the chew, which is usually considered to be from forty-five minutes to one hour. What is particularly desired is what may be called a depot effect in that the tannic acid or similar component is released at a regulated slow rate. It has been discovered that tannic' acid in the presence of various polymeric materials is extracted from the gum at a much slower rate. This modification greatly prolongs the abhesive activity of tannic acid in chewing 'gum. Moreover, these mixtures are essentially tasteless in contrast to the astringency manifested by tannic acid when it is used in chewing gum by itself.
  • tannic acid and other soluble hydrolyzable tannins.
  • Materials which are effective in combination 'with tannic acid include for example; polyvinyl alcohol, polyvinyl pyrrolidone, starch, methyl cellulose, hydroxyethyl cellulose and gelatin. All of these polymers are hydrophilic and may be swollen with or dissolved in water; and they all contain a plurality of sites where hydrogen-bonding may occur. When made into a heavy paste or gel with water, these polymers form hydrogen-bonded adducts with the tannic acid, thereby reducing its water solubility and decreasing the rate at which it is extracted from the gum.
  • these gels may be softened or plasticized as with the usual polyhydric alcohols such as glycerine, propylene glycol, diethylene glycol, mixtures of such polyhydric alcohols, or other appropriate plasticizers and mixtures.
  • the plasticizers are cosolvents which act with the water to give solutions or gels with higher viscosity than is obtain able with water alone.
  • These plasticizers, as with all chewing gum components, should be substantially nontoxic and acceptable for use in such compositions.
  • the various polymeric materials which may be used to control the rate of release of tannic acid from chewing gum do not have an identical ability to enter into hydrogen-bond formation with tannic acid.
  • the adduct formed between tannic acid and the polymeric substrate will be quite stable and the rate of release of the tannic acid will be very slow.
  • stability is reflected by the rate of release.
  • ly stable adducts are formed, for example, between tannic acid and polyvinyl pyrrolidone.
  • Methyl cellulose is an I extremely effective acceptor of protons and holds the tan- Extremenic acid, but not so strongly as polyvinyl pyrrolidone.
  • the adducts will have considerably less stability and will release tannic acid very quickly, as in combinations employing starch.
  • the stability of the polymertannic acid adduct depends upon chemical structure, average molecular weight, and other factors associated with the polymer employed. Thus, the stability of the adduct and the rate of tannic acid release may be varied over a considerable range by proper selection of the polymer.
  • Gelatin has been found to be especially useful in preparing adducts with tannic acid for use as abhesive agents in chewing gum.
  • Two types of edible gelatin, type A and type B, are commercially available.
  • Type A gelatin is characterized by a high isoelectric point (pH 7.0-9.0) and a strong acid-binding character which reflects the presence of a high proportion of basic substituents.
  • type B gelatin Compared to the type A material, type B gelatin has a lower isoelectric point (pH 4.7-5.0) and less ability to bind acid moieties.
  • Both types of gelatin are available in a wide range of molecular weights which parallel the bloom values (50- 300) of the various grades with average gelatins ranging from 125 to 200.
  • Adducts formed from tannic acid and the various polymeric substrates may have compositions covering a range of ratios of these two components.
  • adducts with a high proportion of polymer and a minor amount of tannic acid as well as adducts in which the tannic acid is the major component.
  • the examples presented illustrate varying cases. Similar considerations apply to the tannic acid-gelatin adducts. For practical reasons, the proportion of gelatin to tannic acid are' the same, irrespective of the type of gelatin employed, in the examples given below.
  • tannic acid may be incorporated into either type of gelatin-tannic acid adduct, but, that for a given ratio of gelatin to tannic acid, the rate of 7 release of the acid, on mastication of the gum containing it, is always slower for the adduct prepared from type A gelatin.
  • the type A adduct because of the strong acid-binding character of the gelatin employed, releases its tannic acid slowly over an extended period of time.
  • the polymer-tannic acid adducts may be prepared in a number of ways.
  • a double-arm mixer of the Werner- Pfleiderer type may be employed, as illustrated in Examples 1-5. Proportions are by weight unless otherwise indicated.
  • plastic mixture is agitated until a smooth, tough gel has been produced. Twenty parts of tannic acid is then added slowly and mixing continued until the product is homogeneous. No heat is supplied to the mixer; frictional heat is generated within the mass which facilitates the preparation of the material. About 100 parts of product is obtained, some of the Water having been evaporated during the mixing process. The product sets to a tough gel at room temperature.
  • polymer-tannic acid adducts may be prepared using cornstarch, methyl cellulose, or polyvinyl pyrrolidone, in place of the polyvinyl alcohol.
  • the amount of water employed in each case is suflicient to form a mass which may be readily mixed to homogeneity in the mill.
  • the following components may be treated exactly as in Example 1 to produce the polymcr-tannic acid adducts of cornstarch, methyl cellulose and polyvinyl pyrrolidone respectively.
  • composition exemplifies what are considered to be optimum proportions, and greater amounts of tannic acid are unnecessary.
  • Example 3 Gelatin (type B, bloom) 15 H O 12.5 Tannic acid 10 Glycerine 26
  • a gelatin-tannic acid adduct may be prepared as shown in Example 2, using type B gelatin (90 bloom). This grade of gelatin is of fairly low molecular weight and the final product is fluid enough to discharge from the mixer at 70 C.
  • the fluid product is passed into storage containers through a screen (18 x 14 mesh) to insure freedom from small particles of swollen polymer. This product sets to a gel which is somewhat darker in color than the product of Example 2.
  • Example 4 Gelatin (type B, 90 bloom) 30 H O 2s Tannic acid 20 Propylene glycol 52
  • Thirty parts of type B gelatin (90 bloom) is charged to a doublearm mixer and hydrated with 25 parts of water. The charge is gradually heated to 170 F., with agitation, the hydrated mass changing to a smooth, viscous solution.
  • 20 parts of tannic acid is slowly added and the mixture, agitated until homogeneous.
  • 52 parts of propylene glycol is added slowly and, when mixing is complete, the product is discharged at 170 F.
  • the product sets to a gel which is slightly softer than the corresponding material prepared with glycerine.
  • the adduct between tannic acid and the high bloom type A gelatin, plasticized rwith propylene glycol, may also be prepared as shown in Example 4.
  • Example 4A As an example of a composition of the type of Example 4 which illustrates the use of a dried, powdered extract, such as from Douglas fir bark, and including a glycerine plasticizer, the following Example 4A is given.
  • the preparation of these adducts may be accomplished in types of equipment other than double-arm mixers.
  • the materials may be made in heated vessels in which agitation is provided by.turbine-, anchor-, or propellertype stirrers. Examples of the use of such equipment for the preparation of gelatin-tannic acid adducts are given below.
  • Example 6 Water 12.5 Glycerine 26 Gelatin (type B, 90 bloom) 15 Tannic acid 10 12.5 parts of water and 26 parts of glycerine are placed in an electrically heated cylindrical glass vessel agitated by an electrically-driven anchor-type stirrer. 10W bloom type B gelatin is slowly added to the charge and agitated until the gelatin is thoroughly wetted and dispersed. Heat is then supplied to the vessel and the temperature is raised to 88 C., at which point 10 parts of tannic acid is added: After additional stirring the prodnot is discharged. The cooled material is a soft, light colored gel identical in appearance and behavior with that described in Example 3.
  • Example 6 In practicing the process shown in Example 6, other polymeric materials may be used, for example, high bloom type A gelatin, or starch. Propylene glycol may be substituted for the glycerine used in Example 6.
  • a single product combining the adducts of tannic acid with low bloom type B gelatin and of tannic acid with high bloom type A gelatin may also be prepared by the procedure given in Example 6, as shown below.
  • Example 7 Water 50 Propylene glycol 104 Gelatin (type A, 275 bloom) -5 30 Tannic acid 4O Gelatin (type B, 90 bloom) 30 is then sifted into the mixture and agitation continued until the product is smooth and homogeneous, and discharged at 75 C.
  • agitation, and at times heat are the major process requirements for preparing the polymer-tannic acid adducts.
  • the amount of water or plasticizer employed, the structure of the plasticizer, the vessel in which the adduct is prepared, and the nature and molecular weight of the polymer used in conjunction with the tannic acid (or tannin) are all subject to wide variation. Such .variations in the procedures employed or in the composition of the adducts produced do not constitute departures from the principle upon which the successful operation of the invention depends.
  • Tannic acid may be added directly to the gum base during the last'manufacturing step in quantities up to about 2.53%.
  • Materials which contain tannic acid or other water soluble, hydrolyzable tannins may also be incorporated in the base in amounts such as that the final active tannin content is about 2.5-3% in the base, which latter is about 20% of the finished gum as illustrated below.
  • Tannic acid or water soluble, hydrolyzable tannins may be added to the gum batch just prior to the addi- 15 parts of 7 tion of glucose at levels on a weight basis to give up to about 0.5% for tannic acid or" about 1.0% for materials containing other water soluble, hydrolyzable tannins in lower proportions of active tannic acid materials.
  • Tannic acid (or materials containing water soluble, hydrolyzable tannins) may be added to the gum batch in conjunction with finely powdered gelatin (205 bloom, mixed type A and type B, for example).
  • finely powdered gelatin 205 bloom, mixed type A and type B, for example.
  • tannic acid equal to about 0.5% by weight of the gum batch is employed, together with the powdered gelatin in the amount of about 1.0%, based on the weight of the finished gum batch.
  • Polymer-tannic acid adducts may be added to the base or to the gum batch, with or without free tannic acid or soluble tannins.
  • Example 8 A preferred method of incorporating these materials is illustrated by Example 8.
  • Example 8 Gum base 20.9 Product of Ex. 2 1.3 Product of Ex. 3 1.3 Glucose (45 B.) 20.1 Confectioners sugar 55.2 Corn sugar 1.6 Tannic acid 0.1 Glycerine 1.6 Flavor 0.6
  • the gum base referred to above covers the non-nutritive, masticatory substance in chewing gum, so defined in the Federal Food, Drug and Cosmetic Act.
  • paragraph (a) sets forth the ingredients permitted in chewing gum base under the regulation
  • paragraph (c) defines the term chewing gum base as meaning the manufactured or partially manufactured non-nutritive masticatory substance comprised of one or more of the ingredients named and so defined in paragraph (a) of this section.
  • Examples of chewing gum bases are those given for example in F. T. De Angelis, 2,284,804, and R. L. Wilson, 2,137,746, both being U.S. patents.
  • Chewing gum containing an effective amount of water soluble hydrolyzable tannin to give the gum abhesive action with respect to natural and artificial teeth and dental prosthetic devices and water-containing hydrophilic gel to regulate said action.
  • Chewing gum containing an effective amount of tannic acidtype A gelatin water-containing hydrophilic polymer gel to give abhesive properties to the chewing gum and polyhydric alcohol plasticizer in conjunction with the hydrophilic polymer gel.
  • Chewing gum containing an effective amount of tannic acid-type B gelatin water-containing hydrophilic polymer gel to give abhesive properties to the chewing gum and polyhydric alcohol plasticizer in conjunction with the hydrophilic polymer gel.
  • Chewing gum containing an effective amount of tannic acidtype A gelatin water-containing hydrophilic polymer gel and tannic acidType B gelatin water-containing hydrophilic polymer gel, and polyhydric alcohol plasti'cizer in conjunction with the hydrophilic polymer gels.
  • Chewing gum containing an effective amount of tannic acidtype A gelatin water-containing hydrophilic polymer gel and tannic acid-Type B gelatin water-containing hydrophilic polymer gel, and free tannic acid, and polyhydric alcohol plasticizer in conjunction with the hydrophilic polymer gel.
  • composition for producing chewing gum base containing an effective amount of tannic acidtype
  • a composition for producing chewing gum base containing an effective amount of tannic acidtype B gelatin water-containing hydrophilic polymer gel to give abhesive properties in chewing gum made with said base, and polyhydric alcohol plasticizer in conjunction with the hydrophilic polymer gel.
  • a composition for producing chewing gum base containing an effective amount of tannic acidtype A gelatin water-containing hydrophilic polymer gel, tannic acidtype B gelatin water-containing hydrophilic polymer gel, and polyhydric alcohol plasticizer in conjunction with the hydrophilic polymer gel.
  • a composition for producing chewing gum base containing an effect amount of tannic acidtype A gelatin water-containing hydrophilic polymer gel, tannic acidtype B gelatin water-containing hydrophilic polymer gel, and free tannic acid, to give abhesive properties in chewing gum made with said base, and polyhydric alcohol plasticizer in conjunction with the hydrophilic polymer gel.
  • An abhesive additive for chewing gum use of a water-soluble hydrolyzable tannin and a hydrophilic polymer gel to regulate the abhesive action, the ingredients being in effective amounts.
  • Chewing gum as in claim 1 containing a polyhydric alcohol plasticizer in conjunction with the hydrophilic polymer gel.
  • Gelatin type A, 275 bloom
  • Water 12.5 Tannic acid 10 Glycerine 26
  • the low bloom type gelatin-tannin polymer gel containing:
  • the method of making a chewing gum as set forth in claim 26 which comprises softening the gum base, mixing the softened base with the high bloom type A gelatintannic acid hydrophilic polymer gel and the low bloom type B gelatin-tannic hydrophilic polymer gel, adding and mixing therewith the glucose, a portion of a mixture of the confectioners and corn sugars, then the glycerine and the balance of sugar mixture, followed by the tannic acid and by the flavor, mixing thoroughly, and sheeting.
  • the method of making chewing gum base as set forth in claim 27 which comprises softening the gum base and mixing the softened base with hydrophilic polymer gel produced as follows: mixing the water and propylene glycol, adding the high bloom type A gelatin, mixing to thoroughly wet and disperse the gelatin, heating the mixture to a consistency of'a heavy cream, adding the tannic acid and mixing to dissolve it, sifting in the low bloom type B gelatin, agitating until homogeneous and discharging.
  • Methyl cellulose (15 cps.) 15 E 0 25 Tannic acid 20 43.
  • Chewing gum base as set forth in claim 6 containing a small amount of free tannic acid.

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  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Inorganic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Food Science & Technology (AREA)
  • Polymers & Plastics (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Medicinal Preparation (AREA)
  • Jellies, Jams, And Syrups (AREA)
  • Confectionery (AREA)
  • Dental Preparations (AREA)
US204638A 1962-06-22 1962-06-22 Abhesive chewing gum, compositions and methods for preparing same Expired - Lifetime US3255018A (en)

Priority Applications (8)

Application Number Priority Date Filing Date Title
BE633960D BE633960A (de) 1962-06-22
US204638A US3255018A (en) 1962-06-22 1962-06-22 Abhesive chewing gum, compositions and methods for preparing same
DE19631492236 DE1492236A1 (de) 1962-06-22 1963-04-10 Nicht haftende Kaugummi-Zubereitungen und -Verfahren
GB20841/63A GB1025958A (en) 1962-06-22 1963-05-24 Abhesive chewing gum
CH775763A CH440559A (fr) 1962-06-22 1963-06-21 Gomme à mâcher
DK296363AA DK107829C (da) 1962-06-22 1963-06-21 Fremgangsmåde ved fremstilling af tyggegummi samt vandholdig, hydrofil polymergel til anvendelse ved fremgangsmåden.
LU43951D LU43951A1 (de) 1962-06-22 1963-06-22
SE06918/63A SE327050B (de) 1962-06-22 1963-06-24

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US204638A US3255018A (en) 1962-06-22 1962-06-22 Abhesive chewing gum, compositions and methods for preparing same

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US3255018A true US3255018A (en) 1966-06-07

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US204638A Expired - Lifetime US3255018A (en) 1962-06-22 1962-06-22 Abhesive chewing gum, compositions and methods for preparing same

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US (1) US3255018A (de)
BE (1) BE633960A (de)
CH (1) CH440559A (de)
DE (1) DE1492236A1 (de)
DK (1) DK107829C (de)
GB (1) GB1025958A (de)
LU (1) LU43951A1 (de)
SE (1) SE327050B (de)

Cited By (18)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3650712A (en) * 1969-03-21 1972-03-21 Cpc International Inc Combination of polyvinyl alcohol and gelling agent as a binder in match formulations
US3974293A (en) * 1975-11-26 1976-08-10 Life Savers, Inc. Non-adhesive chewing gum composition
US4206301A (en) * 1972-09-28 1980-06-03 Seymour Yolles Sustained flavor release composition
US4241090A (en) * 1978-12-21 1980-12-23 Life Savers, Inc. Non-adhesive chewing gums and method
US4251548A (en) * 1979-02-08 1981-02-17 Lotte Co. Ltd. Chewing gum and method of preparation thereof
US4428927A (en) 1981-05-11 1984-01-31 R. P. Scherer Corporation Masticatory soft elastic gelatin capsules and method for the manufacture thereof
US4532126A (en) * 1982-05-07 1985-07-30 R. P. Scherer Corporation Masticatory soft elastic gelatin capsules and method for the manufacture thereof
US4975287A (en) * 1989-09-01 1990-12-04 Wm. Wrigley Jr. Company Gum composition containing protein macrocolloids
US5424081A (en) * 1993-11-02 1995-06-13 Mcgrath Farms Chewing gum
US5538741A (en) * 1994-12-22 1996-07-23 Wm. Wrigley Jr. Company Sugarless non-tack chewing gum
US6013274A (en) * 1997-11-06 2000-01-11 Chaykin; Sterling Oral cleansing: methods and compositions
US6197331B1 (en) 1997-07-24 2001-03-06 Perio Products Ltd. Pharmaceutical oral patch for controlled release of pharmaceutical agents in the oral cavity
US20060051456A1 (en) * 2004-08-25 2006-03-09 Cadbury Schweppes Liquid-filled chewing gum composition
US20060263475A1 (en) * 2004-08-25 2006-11-23 Cadbury Adams Usa, Llc. Center-filled chewing gum composition
US20080014302A1 (en) * 2004-08-25 2008-01-17 Cadbury Adams Usa Llc Multi-region chewing gum composition including isomalt gum region
US7727565B2 (en) 2004-08-25 2010-06-01 Cadbury Adams Usa Llc Liquid-filled chewing gum composition
EP2590516A4 (de) * 2010-07-08 2014-01-08 Wrigley W M Jun Co Süssigkeit mit einem gelatine-komplex
US10076471B2 (en) * 2016-06-24 2018-09-18 University Of Dammam Antimicrobial denture

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB0417938D0 (en) 2004-08-12 2004-09-15 Univ Bristol Elastomeric material exhibiting reduced adhesion and chewing gum composition containing it
US8268371B2 (en) 2005-08-22 2012-09-18 Kraft Foods Global Brands Llc Degradable chewing gum
US8263143B2 (en) 2005-08-22 2012-09-11 Kraft Foods Global Brands Llc Degradable chewing gum
US8282971B2 (en) 2005-08-22 2012-10-09 Kraft Foods Global Brands Llc Degradable chewing gum
US8287928B2 (en) 2005-08-22 2012-10-16 Kraft Foods Global Brands Llc Degradable chewing gum
AU2008220845B2 (en) * 2007-02-26 2013-10-03 Revolymer Limited Medicated chewing gum
CA2700818C (en) 2007-10-15 2015-08-11 Revolymer Limited Solvent-free synthesis of amphiphilic polymeric material
JP5373803B2 (ja) 2007-10-15 2013-12-18 リヴォリマー リミテッド 両親媒性ポリマー材料の無溶媒合成

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US33065A (en) * 1861-08-13 Improvement in cement for leather and other substances
US79157A (en) * 1868-06-23 Improvement in postage-stamps
US658747A (en) * 1898-11-11 1900-10-02 Anilin Fabrikation Ag Compound of gelatin and tannin and process of producing same.
US894277A (en) * 1904-06-14 1908-07-28 Frederick J Maywald Tannin extract and process of producing same.
US1474140A (en) * 1921-02-10 1923-11-13 Henry J Brown Medicinal preparation
US2306415A (en) * 1939-08-19 1942-12-29 John W Glenn Chewing gum
US2353927A (en) * 1942-10-05 1944-07-18 Hercules Powder Co Ltd Chewing gum material
US2653967A (en) * 1951-03-20 1953-09-29 Standard Dyewood Company Tanning materials and process for preparing the same

Patent Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US33065A (en) * 1861-08-13 Improvement in cement for leather and other substances
US79157A (en) * 1868-06-23 Improvement in postage-stamps
US658747A (en) * 1898-11-11 1900-10-02 Anilin Fabrikation Ag Compound of gelatin and tannin and process of producing same.
US894277A (en) * 1904-06-14 1908-07-28 Frederick J Maywald Tannin extract and process of producing same.
US1474140A (en) * 1921-02-10 1923-11-13 Henry J Brown Medicinal preparation
US2306415A (en) * 1939-08-19 1942-12-29 John W Glenn Chewing gum
US2353927A (en) * 1942-10-05 1944-07-18 Hercules Powder Co Ltd Chewing gum material
US2653967A (en) * 1951-03-20 1953-09-29 Standard Dyewood Company Tanning materials and process for preparing the same

Cited By (20)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3650712A (en) * 1969-03-21 1972-03-21 Cpc International Inc Combination of polyvinyl alcohol and gelling agent as a binder in match formulations
US4206301A (en) * 1972-09-28 1980-06-03 Seymour Yolles Sustained flavor release composition
US3974293A (en) * 1975-11-26 1976-08-10 Life Savers, Inc. Non-adhesive chewing gum composition
US4241090A (en) * 1978-12-21 1980-12-23 Life Savers, Inc. Non-adhesive chewing gums and method
US4251548A (en) * 1979-02-08 1981-02-17 Lotte Co. Ltd. Chewing gum and method of preparation thereof
US4428927A (en) 1981-05-11 1984-01-31 R. P. Scherer Corporation Masticatory soft elastic gelatin capsules and method for the manufacture thereof
US4532126A (en) * 1982-05-07 1985-07-30 R. P. Scherer Corporation Masticatory soft elastic gelatin capsules and method for the manufacture thereof
US4975287A (en) * 1989-09-01 1990-12-04 Wm. Wrigley Jr. Company Gum composition containing protein macrocolloids
US5424081A (en) * 1993-11-02 1995-06-13 Mcgrath Farms Chewing gum
US5538741A (en) * 1994-12-22 1996-07-23 Wm. Wrigley Jr. Company Sugarless non-tack chewing gum
US6197331B1 (en) 1997-07-24 2001-03-06 Perio Products Ltd. Pharmaceutical oral patch for controlled release of pharmaceutical agents in the oral cavity
US6013274A (en) * 1997-11-06 2000-01-11 Chaykin; Sterling Oral cleansing: methods and compositions
US6090402A (en) * 1997-11-06 2000-07-18 Chaykin; Sterling Oral cleansing: methods and compositions
US20060051456A1 (en) * 2004-08-25 2006-03-09 Cadbury Schweppes Liquid-filled chewing gum composition
US20060263475A1 (en) * 2004-08-25 2006-11-23 Cadbury Adams Usa, Llc. Center-filled chewing gum composition
US20080014302A1 (en) * 2004-08-25 2008-01-17 Cadbury Adams Usa Llc Multi-region chewing gum composition including isomalt gum region
US7641926B2 (en) * 2004-08-25 2010-01-05 Cadbury Adams Usa, Llc Liquid-filled chewing gum composition
US7727565B2 (en) 2004-08-25 2010-06-01 Cadbury Adams Usa Llc Liquid-filled chewing gum composition
EP2590516A4 (de) * 2010-07-08 2014-01-08 Wrigley W M Jun Co Süssigkeit mit einem gelatine-komplex
US10076471B2 (en) * 2016-06-24 2018-09-18 University Of Dammam Antimicrobial denture

Also Published As

Publication number Publication date
DK107829C (da) 1967-07-10
CH440559A (fr) 1967-07-31
DE1492236A1 (de) 1970-01-15
BE633960A (de)
GB1025958A (en) 1966-04-14
SE327050B (de) 1970-08-10
LU43951A1 (de) 1963-09-22

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